Reacción #1869211

Ecuación de reacción

N-(2-hydroxybenzyl)acetamide

(2S)-oxiran-2-ylmethyl-3-nitrobenzenesulfonate

Cs2CO3

→

subtitled compound

Rendimiento 65.2%

N-{2-[(2S)-Oxiran-2-ylmethoxy]benzyl}acetamide

Rendimiento 65.2%

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reaction mixture was partitioned between ethyl acetate and H2O
2. 2
   SecadoThe organic layer was dried over Na2SO4
3. 3
   Filtraciónfiltered
4. 4
   Concentraciónconcentrated
5. 5
   OtroThe residue was purified by silica gel flash chromatography (0-80% ethyl acetate in petroleum spirit)

Procedimiento

A mixture of N-(2-hydroxybenzyl)acetamide (382 mg, 2.31 mmol), (2S)-oxiran-2-ylmethyl-3-nitrobenzenesulfonate (599 mg, 2.31 mmol) and Cs2CO3 (901 mg, 2.77 mmol) in DMP (5 mL) was stirred at room temperature overnight. The reaction mixture was partitioned between ethyl acetate and H2O. The organic layer was dried over Na2SO4, filtered and concentrated. The residue was purified by silica gel flash chromatography (0-80% ethyl acetate in petroleum spirit) to give the subtitled compound (333 mg).

Fuente